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The Diaper Sissy Story-Parts 1 and 2 of 17

NSFW

Brandy's Diaper Sissy was a favorite story of mine, which inspired me to write this. Reddit won't let me upload all 17 parts at once so, I broke it down a bit which I hope works. This contains spanking, humiliation, diapers (of course), desperation, and adult babies. Let me know what you think!

PART 1 When I was a senior in high school there was a boy named Vincent in my class who was always 
getting into fights he couldn’t win. One day at recess I saw a big crowd 
gathered on the playground and when I pushed through to see what was going 
on I saw Brandy sitting on Vincent’s chest 
holding the point of a pink, heart-shaped earring dangerously close to his 
ear lobe. She was attractive, probably the hottest girl in my grade. Brandy had large soft breasts and a beautiful ass. Brandy was a cheerleader and a field hockey player, which had toned and sculpted her body to perfection. Vincent was struggling to get away and I could hear Brandy 
telling him how cute he’d look with earrings. Brandy was a tough girl, but 
I was still surprised that Vincent was such a wimp that she could beat him up. Brandy poked his ear a couple of times just to scare him and then put 
the earrings back in her purse and pulled out a tube of lipstick. She held Vincent by the mouth and carefully applied the lipstick to his lips, 
telling him what a sweet little girl he was. I found myself oddly aroused
watching Brandy humiliate this poor boy and after she let him up I
followed her and her friends as they walked off laughing about it. Sandy, 
another cheerleader who was also always getting into trouble, was telling Brandy that 
she should have pierced his ears. "You know how much trouble I would get 
in?" Brandy said. "No, I can’t do that, even though the little wimp 
deserves it." "Well, you should do something more than just put lipstick 
on him," said her other friend Tara. "I hate that little pussy. He’s such 
a smart ass." Then she turned to me, noticing I was listening, "what do 
you think we should do to him, huh Tommy? You’re smart, any ideas how we 
can humiliate the little creep?" "You should put a diaper on him," I said. 
I don’t know why I said it, it was just the first humiliating thing that 
came to my head. "We could put a diaper on you," Brandy responded. "You’re 
just as much of a smart ass as him." The girls laughed and my face flushed 
red, flustered by the sudden turn of the conversation. "Oh yeah, who’s 
gonna do it? I’m not a pussy like Vincent" I responded, not as confidently 
as I’d hoped. "Yes you are," Brandy replied. "You’re an even bigger pussy. 
I don’t even know if I feel right beating up a little sissy like you. 
Maybe I’ll just put you over my knee and give you a spanking." The girls 
all laughed as I got redder and redder. "Then I’ll take down your big girl 
panties and diaper you like the little baby you are." I tried to laugh 
with the other girls, playing it off as a joke. "What are you smiling
about wimp? You like getting beat up and diapered by a girl? You get off 
on that sissy?" "Very funny," I responded. "Yeah, it will be very funny, 
but not for you. I can get all the diapers I want from my mom’s store, and 
a skinny little girl like you can easily fit into an extra-large Pamper. I 
can make you wear diapers the rest of the year if I want." Brandy just 
smiled at me as I tried to think of how to respond. "Maybe I’ll put you in 
a diaper," was all I could come up with. The girls laughed and Brandy 
pinched my cheek and gave my ass a gentle spank. "Sure sweetie. Make sure to wear baggy pants tomorrow. 
You’ll need lots of room for your big diaper butt.” The girls walked away 
laughing and I just stood there shaking with nervousness.

Part 2 It had never occurred to me that Brandy could beat me up like she beat 
up Vincent, but the way she talked made me second guess myself. She 
acted like it would be so easy, and I’d never been in a real fight in 
my life. I spent the rest of the day a nervous wreck, doing everything 
I could to avoid Brandy and trying to convince myself that she 
couldn’t beat me up. Even in the off chance that she could, she 
wouldn’t really put a diaper on me I kept telling myself. I passed 
Brandy in the hall one more time that day and as I walked by she 
patted me on the butt and told me to keep my panties dry. I was too 
flustered to respond. That night as I slept I had nightmares about Brandy. I imagined her 
sitting on top of my chest, poking my ear with an earring. I imagined 
a big crowd gathered around as she held me down and spanked me. I 
imagined her pulling down my pants while Sandy waved a diaper in my 
face. And the last thing I dreamt was Brandy tickling me until I wet 
my pants. I woke up and my sheets were soaked. I couldn’t believe it! 
I hadn’t wet the bed since I was maybe 5 years old! I must have wet 
when I dreamt about Brandy tickling me. I felt so humiliated laying 
there in my wet sheets like a little boy, having peed myself like a 
baby because I was afraid of getting beat up by a girl. When I told my 
mom what had happened she told me how babyish it was and how if it 
happened again her little baby boy would have to go back to wearing 
his beddie-bye diapers. I squirmed as she said it, knowing that I 
might be back in diapers before I even got home from school. What 
would I tell my mom if I came back from school wearing a diaper? That 
a girl beat me up and made me wear it? My mom didn’t like sissies, and 
if she heard that she’d probably keep me in diapers 24/7. What was 
happening to me? I should have just stayed away from Brandy and minded 
my own business. I was so nervous as the bus pulled into the school parking lot. I 
tried not to look at anyone as I got off the bus and hurried straight 
to homeroom. I was the first one there and when I got to my desk there was a disposable diaper sitting on the chair. My face turned beat red 
as I stood there staring at it. It was the kind of diaper made 
specifically for girls and had little pink Minnie Mouse figures at the 
top. I looked around to make sure no one was looking and then picked 
it up and ran to the garbage with it. I crumpled up some papers and 
threw them on top so that no one would see that there was a diaper in 
the garbage. As I was doing this I heard a voice behind me... the 
teacher! "Tommy, what are you doing?" Mrs. Jenkins walked towards me 
as I stood frozen with a piece of paper in my hand. "I asked you a 
question Tommy." When she got to the garbage and saw all the crumpled 
paper she asked me what I was trying to cover up. When I didn’t answer 
she leaned down and reached into the garbage, retrieving the diaper. 
She laughed a little as she looked at it "a little old for diapers, 
aren’t you Tommy?" As she said this she smirked at me and then patted 
my butt, like she was checking to see if I was wearing one. "Someone 
was just playing a joke on me," I stuttered. "I found it on the seat 
of my desk." She looked at me curiously. "What kind of joke?" Right as 
she said this Brandy and her friends walked into the classroom to see 
Mrs. Jenkins standing in front of me holding the diaper. "Is he wet?" 
Brandy asked as she walked in. The girls laughed and Mrs. Jenkins 
tried not to smile. "OK Tommy, go back to your seat." Red faced I 
walked back to my seat, right in front of Brandy. Mrs. Jenkins just 
set the diaper down on her desk. When I sat down Brandy leaned forward 
and whispered into my ear "don’t worry sweetie, I have plenty more in my bag. Just try to make it to recess without wetting."

Posted Dec 1, 2011, 9:09 AM UTC

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